Anti-Wrinkling Effect of 3,4,5-tri-<i>O</i>-caffeoylquinic Acid from the Roots of <i>Nymphoides peltata</i> through MAPK/AP-1, NF-κB, and Nrf2 Signaling in UVB-Irradiated HaCaT Cells
<i>Nymphoides peltata</i> has been widely used pharmacologically in traditional Chinese medicine to treat heat strangury and polyuria. The aim of this study was to isolate the bioactive components from <i>N. peltata</i> and evaluate their potential use as antioxidant and anti...
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MDPI AG,
2023-10-01T00:00:00Z.
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Whakarāpopototanga: | <i>Nymphoides peltata</i> has been widely used pharmacologically in traditional Chinese medicine to treat heat strangury and polyuria. The aim of this study was to isolate the bioactive components from <i>N. peltata</i> and evaluate their potential use as antioxidant and anti-wrinkle agents. Phytochemical investigation of the methanolic extract of <i>N. peltata</i> roots led to the isolation of 15 compounds (<b>1</b>-<b>15</b>), which were structurally determined as α-spinasterol (<b>1</b>), 3-<i>O</i>-<i>β</i>-D-glucopyranosyl-oleanolic acid 28-<i>O</i>-<i>β</i>-D-glucuronopyranoside (<b>2</b>), 4-hydroxybenzoic acid (<b>3</b>), protocatechuic acid (<b>4</b>), vanillic acid (<b>5</b>), <i>p</i>-coumaric acid (<b>6</b>), caffeic acid (<b>7</b>), ferulic acid (<b>8</b>), neochlorogenic acid (neo-CQA) (<b>9</b>), chlorogenic acid (CQA) (<b>10</b>), cryptochlorogenic acid (crypto-CQA) (<b>11</b>), isochlorogenic acid B (3,4-DCQA) (<b>12</b>), isochlorogenic acid A (3,5-DCQA) (<b>13</b>), isochlorogenic acid C (4,5-DCQA) (<b>14</b>), and 3,4,5-tri-<i>O</i>-caffeoylquinic acid (TCQA) (<b>15</b>). Of these 15 compounds, compound <b>2</b> was a new oleanane saponin, the chemical structure of which was characterized by 1D and 2D nuclear magnetic resonance (NMR) spectroscopic data and high-resolution electrospray ionization mass spectrometry (HRESIMS), as well as chemical reaction. Biological evaluation of the isolated compounds revealed that 3,4,5-tri-<i>O</i>-caffeoylquinic acid (TCQA) significantly improved Nrf2 levels in an Nrf2-ARE reporter HaCaT cell screening assay. TCQA was found to potently inhibit the Nrf2/HO-1 pathway and to possess strong anti-wrinkle activity by modulating the MAPK/NF-κB/AP-1 signaling pathway and thus inhibiting MMP-1 synthesis in HaCaT cells exposed to UVB. Our results suggest that TCQA isolated from <i>N. peltata</i> might be useful for developing effective antioxidant and anti-wrinkle agents. |
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Whakaahutanga tūemi: | 10.3390/antiox12101899 2076-3921 |